Example Questions to ask a tool Vendor:
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1.  Given our environment, how will your tools help support it?
2.  Will your tool work natively in our environment (i.e. with our own JVM) or is there an add on?
3.  Will there be any additional modules if we change our environment?
4. Are those an additional cost?
5.  What integration’s exist between you tools as well as the tools we already own?
6.  How easy is it to maintain scripts?
7.  What functions exist to help in error detection and error recovery.
8.  What are the different components of your tool (i.e. Requirements Mgmt, Test Mgmt, Data Mgmt, Record and play back, Defect tracking etc.)?
9.  How is your tool licensed? (Floating or per seat)
10.  What is the single user list price of your software?
11.  What is the maintenance cost of your software?
12.  What does maintenance include?
13.  What are the hours of Technical support?
14.  Is training available?
15.  Is training and technical support provided by your company or a third party vendor?
16.  Where is your development done?
17.  Are they available for feature requests and more advanced technical support?